Explore the most popular trails near Middleton with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Middleton, Massachusetts Map
6 months ago

Solid loop, but there are some streams to cross right at the start and some abandoned trails. We walked, but this is a fairly rocky trail that is probably not great for runners. Parking on that dirt road isn’t bad for a few cars. There’s a pond north of the loop that is perfectly circular on the map, but it’s surrounded by marshlands. Really wanted to see it in person, but it appears to be completely inaccessible. The western trail we had to double-back on has lots of fallen trees obstructing it and near the end of the extended loop we attempted, to our dismay, it is completely flooded by two marshes that are now connected. Overall, it was an challenging hike for us with a small dog and two kids under 7, but it was an adventure!